Eastern Caribbean cruises

Eastern Caribbean Arc via Saint Thomas, Pointe-à-Pitre & Roseau

Saint Thomas · Pointe-à-Pitre · Roseau · Saint George's · Bridgetown · San Juan · Saint Thomas · Philipsburg · Antigua · Roseau · Bridgetown

Port-heavy Eastern Caribbean itinerary. Covers Virgin Islands, U.S., Guadeloupe, Dominica, Grenada, and more.

14 nights San Juan Eastern Caribbean 11 ports 2 sea days

What this trip feels like

Active, varied and destination-focused

With 11 ports across 14 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.

Port-forward pace

11 ports in 14 nights

Most days put a destination at the center of the plan.

Broad destination variety

Saint Thomas · Pointe-à-Pitre · Roseau + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from San Juan

No open-jaw flights or separate arrival and departure transfers.

Port experience

Saint Thomas · Pick your date carefully

Cruise traffic varies substantially by date, so your specific port day can feel very different depending on when you visit.

Best for · Destination-led trips · Active days ashore · Travelers who prefer variety

Think twice if · You want long, uninterrupted stretches of time onboard

Best departures

Best upcoming sailings

Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.

All departures

All upcoming departures

Compare all sailings for this itinerary.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $115/night, with most departures landing in the $107-$132/night band across 1 tracked sailing.

Typical price

$115/night

$1,605 total

Normal range

$107-$132/night

$1,495-$1,844 total

Lowest recent fare

$109/night

$1,523 total

Comparison set

1 sailings

Used for itinerary baseline

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

14 nights · 11 port calls · 2 sea days · 8 countries

11 port calls across Virgin Islands, U.S., Guadeloupe, Dominica, Grenada · More port-intensive than many 14-night alternatives.

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  3. 3

    Pointe-à-Pitre

    Guadeloupe · Eastern Caribbean

  4. 4

    Roseau

    Dominica · Southern Caribbean

  5. 5

    Saint George's

    Grenada · Southern Caribbean

  6. 6

    Bridgetown

    Barbados · Southern Caribbean

  7. 7

    San Juan

    Puerto Rico · Eastern Caribbean

  8. 8

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  9. 9

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  10. 10

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  11. 11

    Roseau

    Dominica · Southern Caribbean

  12. 12

    Bridgetown

    Barbados · Southern Caribbean

  13. 13

    Disembark in San Juan

    Disembarkation ports can vary by sailing

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Embark port
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